
Westchester Trip
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Top Westchester Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.

Swissotel - Chicago
Downtown Chicago
Price was ₹293,349, price is now ₹202,046 per person
₹202,046
per person
11 Jun - 18 Jun
just found
Return direct flight included
Bengaluru (BLR) to Chicago (ORD)
9/10 Wonderful! (3,293 reviews)
Having stayed in the lovely Swissotel Bosphorus/Istanbul, I was hesitant to compare Swissotel experience & hope Chicago would be as good. No. Not even close.
The elevated Swissotel brand is not represented here well in this building at all. The valet is $87! Self park is $70 and the self park area doesn’t even have an elevator up to the lobby, you have to walk through a dark, confusing, and claustrophobic garage to stairs then to elevator. Staff were tactful & kind, it’s just the building is old, needs renovation, & the room air is stuffy. A positive bright light was the stunning view from the gym and the lobby ambience & smell.
Reviewed on 6 May 2026




Fairmont Chicago at Millennium Park
Downtown Chicago
Price was ₹319,746, price is now ₹234,818 per person
₹234,818
per person
11 Jun - 18 Jun
just found
Return direct flight included
Bengaluru (BLR) to Chicago (ORD)
8.8/10 Excellent! (2,144 reviews)
Keep an eye that nothing is added from the minibar but great property and can't wait to stay again!
Reviewed on 5 May 2026
Top hotels in Westchester

Hotel Felix River North/Magnificent Mile
111 W Huron St Chicago IL
The price is ₹8,140 per night from 20 May to 21 May
₹8,140
₹12,555 total
20 May - 21 May
includes taxes & fees
8.2/10 Very Good! (2,696 reviews)
great location
Reviewed on 9 May 2026

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₹12,588 per night from 10 May to 11 May
₹12,588
₹14,966 total
10 May - 11 May
includes taxes & fees
8/10 Very Good! (10,189 reviews)
Room was clean, coffee maker didn’t work but was replaced quickly. Staff all very helpful, especially Steve the doorman/security. Very helpful getting us a cab!
Reviewed on 8 May 2026

River Hotel
75 East Wacker Drive Chicago IL
Fully refundableReserve now, pay when you stay
The price is ₹13,573 per night from 25 May to 26 May
₹13,573
₹16,135 total
25 May - 26 May
includes taxes & fees
8.8/10 Excellent! (5,187 reviews)
As soon as we arrived Hotel Staff was very friendly and helpful. Valet parking was very convenient.
Reviewed on 9 May 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit

Wrigley Field
4.5/5(40 reviews)
Chicago’s world-renowned baseball ground, Wrigley Field is an iconic stadium where you can learn about the all-American sport and even catch a game.

Naval Base Great Lakes
5/5(1 review)
After visiting Naval Base Great Lakes, make a plan to see the other sights and activities in North Chicago. Wander the lakeside in this family-friendly area.

Navy Pier
4/5(127 reviews)
A waterfront entertainment strip with fun diversions for both young and old, with shops, restaurants and even a Ferris wheel.
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